| Abstract: | The 13C nuclear magnetic resonance (nmr) spectra of epimers of rotenone and four 12a-hydroxy-analogues were examined to determine the stereochemical effect of the B/C ring fusion involving the 6a- and 12a-carbon centers. Chemical shift differences between the epimeric carbon resonances of cis- and trans-6a,12a-compounds were notably larger than those of diastereoisomers derived from the same B/C ring junction stereochemistry. Results of the spectral analysis have been useful for the quantification of mixtures of epimers and for the measurement of rates of epimerization and oxygenation. |
| Genre: | Article |
| ProdID: | 70006651 |
| Citation Author: | Abidi, S. L.; Abidi, M. S. |
| Citation Contributing Office: | Upper Midwest Environmental Sciences Center |
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| Citation End Page: | 1692 |
| Citation Issue: | 6 |
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| Citation Language: | English |
| Citation Larger Work Title: | Journal of Heterocyclic Chemistry |
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| Citation Number Of Pages: | 6 |
| Citation Online Only Flag: | |
| Citation Phsyical Description: | 6 p. |
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| Citation Public Comments: | None |
| Citation Publisher: | Wiley |
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| Citation Search Results Text: | 13C NMR spectral characterization of epimeric rotenone and some related tetrahydrobenzopyranofurobenzopyranones; 1983; Article; Journal; Journal of Heterocyclic Chemistry; Abidi, S. L.; Abidi, M. S. |
| Citation Start Page: | 1687 |
| Citation Volume: | 20 |
| Citation Year: | 1983 |
| Type: | citation/reference |
| Text: | 13C NMR spectral characterization of epimeric rotenone and some related tetrahydrobenzopyranofurobenzopyranones; 1983; Article; Journal; Journal of Heterocyclic Chemistry; Abidi, S. L.; Abidi, M. S. |
| URL (THUMBNAIL): | http://pubs.er.usgs.gov/thumbnails/outside_thumb.jpg |
| URL (DIGITAL OBJECT IDENTIFIER): | http://dx.doi.org/10.1002/jhet.5570200649 |
| Date Other: | Sun, 1 Jan 2012 14:23 -0600 |
| Publisher: | Wiley |
